Difenamizole

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Difenamizole
Names
IUPAC name
2-(Dimethylamino)-N-(2,5-diphenylpyrazol-3-yl)propanamide
Other names
Diphenamizole
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
UNII
  • InChI=1S/C20H22N4O/c1-15(23(2)3)20(25)21-19-14-18(16-10-6-4-7-11-16)22-24(19)17-12-8-5-9-13-17/h4-15H,1-3H3,(H,21,25)
    Key: PCXMKBOWWVXEDT-UHFFFAOYSA-N
  • CC(C(=O)NC1=CC(=NN1C2=CC=CC=C2)C3=CC=CC=C3)N(C)C
Properties
C20H22N4O
Molar mass 334.423 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Difenamizole (INN; brand name Pasalin; former developmental code name AP-14) is a nonsteroidal anti-inflammatory drug (NSAID) and analgesic of the pyrazolone group related to metamizole.[1] It has monoaminergic properties, including inhibition of monoamine oxidase, augmentation of pargyline-induced elevation of striatal dopamine levels, inhibition of K+-induced striatal dopamine release, and inhibition of the reuptake of dopamine.[2][3][4]

See also

References

  1. ^ J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 398–. ISBN 978-1-4757-2085-3.
  2. ^ Secci, D.; Bolasco, A.; Chimenti, P.; Carradori, S. (2011). "The State of the Art of Pyrazole Derivatives as Monoamine Oxidase Inhibitors and Antidepressant/Anticonvulsant Agents". Current Medicinal Chemistry. 18 (33): 5114–5144. doi:10.2174/092986711797636090. ISSN 0929-8673. PMID 22050759.
  3. ^ Kameyama T, Nabeshima T, Yoshida N, Yamaguchi K (1981). "Neurochemical studies of an analgesic, 1,3-diphenyl-5-(2-dimethylaminopropionamide)-pyrazole [difenamizole]". Res. Commun. Chem. Pathol. Pharmacol. 31 (1): 31–53. PMID 6454942.
  4. ^ NABESHIMA, Toshitaka; YAMAGUCHI, Kazumasa; KAMEYAMA, Tsutomu (1978). "Effects of Difenamizole on Content of Catecholamines and Metabolites in Mouse Brain". The Japanese Journal of Pharmacology. 28 (4): 642–646. doi:10.1254/jjp.28.642. ISSN 0021-5198. PMID 732046.